Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Hale Kona Kai 404 - Find your Beach with Kona Beach Properties
Hale Kona Kai 404 is uniquely designed. The bedroom and living room are separated by sliding french doors instead of the traditional closed rooms. This allows the condo to open up into one large space. A great benefit to this layout is that the AC works much more...
MRR Presents Kaanapali Ali'i 2103 - Gorgeously Remodeled 2BR+DEN w/ Stunning 10th-Floor Direct Ocean Views!
Never before available for vacation rental, this gorgeously remodeled 2br+DEN residence boasts an extra-large floor plan and direct ocean views from a stunning 10th-floor interior courtyard location. Enjoy over 1850 sq ft of interior living area, an extra-large balcony,...
Kahala 613 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
Kahala 613 at Poipu Kai Resort - Your Ideal Poipu GetawayEscape to this spacious and updated 1-bedroom, 1-bath condo at Poipu Kai Resort. With 1,000 sq. ft. of living space, this split-level retreat is perfect for couples or solo travelers seeking comfort and relaxation...
Updated Poipu Home: Large Deck w/ Scenic View
Experience tropical scenery and island breezes at this updated 3-bedroom, 2-bath Koloa vacation rental! Boasting a large deck, spectacular ocean and mountain views, and a fantastic location minutes to Shipwreck Beach, this home allows your family to enjoy their Kauai...
Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!
Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.Gourmet marketplace Dean & DeLuca is...
🏖️Walk to Kona Town | Ocean View | Concierge Included | vrKCV
vrKCV - Kona Pacific E630, Professionally Managed by Kona Coast VacationsKona Pacific E-630 – Ocean View Kailua-Kona Vacation RentalWelcome to Kona Pacific E-630, your Big Island home away from home! This 1-bedroom, 2-bathroom Kailua-Kona vacation rental offers...
Aloha Condos, Polynesian Shores, Condo 213, Oceanfront
Polynesian shores is a beautiful, recently renovated (2020) oceanfront resort on the charming, rocky shore of Honokowai, Maui, just 6 miles north of Lahaina- town. Enjoy swaying palms, fragrant plumeria trees, the calming sound of waves breaking against the shoreline,...
Come for your dream vacation! B206
A LITTLE BIT ABOUT OUR CONDO....Lokelani B206 is a mid-level two bedroom unit that has two full bath rooms which makes it perfect for that family dream vacation. With a NEW king bed in the master bedroom, two new twins in the second bedroom, (which can be made up as a...
Keauhou Racquet Club Condominium
Experience the ultimate retreat at our very private 2-bedroom, 2-bath condo in the serene Keauhou Racquet Club. Embrace the luxury of a gated community offering a large swimming pool, professional tennis courts with night lighting, and complimentary parking. The...
Ocean view with lanai in Beachfront Sugar Beach Resort!
* Please note: The pool, hot tub and pool deck will be closed for maintenance in September, starting the 2nd Monday of September, from Sept 8 - 19, 2025 * As well, the living room pull out couch was replaced with a brand new couch January 2022.On the beautiful south...
Ground-Floor Air Conditioned Condo Near Beaches w/Free WiFi, Shared Pool/Hot Tub
Regency 810Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking for fun in the sun on your Hawaiian vacation, a Regency Resort condo can't be beaten! Just an...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Maui Resort Rentals: Honua Kai Hokulani 510 - Spacious 5th Floor 2BR w/ Partial Ocean & Mountain Views
Hokulani 510 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Suite 510 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in two...
Family Vacation with 8 pass Honda Mini van included. Ocean and mountain view,
This is an Ocean front property. This family condo is on the top floor with ocean and mountain views. indoors is 1350 soft with the lanai it's over 1400 sq ft. It features 3 bedrooms, 3 bathroom unit is a great vacation rental for larger families that have a hard time...
BY BEACH*Awesome, large condo w/ loft by AMENITIES
This serene loft unit is comfortable, spacious and modern. Upstairs on the loft bedroom (1 of 2 bedrooms) , you will find a large bedroom with an ensuite bathroom. Open up for sunlight and garden views. Downstairs you will find a cooling ceiling fan spinning from the...
Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking
Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...
Ocean front & corner unit at Kahana Reef #422! Quam Properties Hawaii
Welcome to Kahana Reef 422 — Your Oceanfront Escape in ParadiseWe invite you to experience island living at its finest in our beautiful top-floor, corner condo at Kahana Reef, where the Pacific Ocean stretches endlessly before you. Just steps from the shoreline, this...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Lovely beach condo with lanai, AC, modern kitchen, pool & grills - walk Old Town
Kona Plaza 307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Within a quick walk of the beach, this charming condo in Kona Plaza boasts a breezy covered lanai with peekaboo ocean...
Hale Kamaole 207 Second floor condo, easy access to best beach on Maui!
New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure. Kitchen & bath just...
Kolea 14L: 2 BR, 2 BA Condominium in Waikoloa, Sleeps 6
Kolea 14L is one of the few two bedroom villas at Kolea at Waikoloa Beach that has a pleasant, open ocean view. The villa has been thoroughly furnished to offer the utmost comfort in a vacation home.As you walk into the villa you will be struck by the spaciousness and...
2 bdrm 2 Bath Condo with Partial Ocean Views, Steps away from Kamaole III Beach
Spacious 1,200 square foot (with lanai) 2 bedroom 2 full bath condo with high beam vaulted open ceilings (Open air concept, bedroom walls do not extend up to the vaulted ceiling) and panoramic windows, across from the golden sands of Kamaole III Beach. The condo kitchen...
Affordable 1 B/R Private Condo across from Kamaole II Beach (KKN252)
We have a welcoming second floor, corner, one bedroom 723 sq ft condominium, at the Kihei Kai Nani complex across the street from a beautiful beach, Kamaole II, in Kihei (200 meters to sand). The Condo faces the garden, which makes it private and quiet. Additionally, it...
Maui Resort Rentals: Honua Kai – 5 Total Bedrooms, 6th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal sixth-floor offering that pairs two neighboring residences for nearly 2700 sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of...
Second floor studio with shared pool & hot tub, ocean view, washer/dryer
Kona Bali Kai #265Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in front of an ocean view on your own private screened-in lanai while sipping a refreshing beverage - it's all...
Includes Hilton Pool Pass for thru June 2025. Waikoloa Colony Villas 505
505 Waikoloa Colony Villas. Luxurious. Relaxing. FunThis vacation rental is professionally managed by ResorticaHawaiiNewly Remodeled!Waikoloa Colony Villas 505. Please scroll down for detailed information505 Waikoloa Colony Villas. Luxurious. Relaxing. Fun. Nestled in...
Upgraded Private Oceanfront Getaway On Kauai!
Unmatched Location, Unforgettable ViewsThis top-floor condo at The Cliffs in Princeville offers one of the best locations on Kaua‘i’s North Shore—perched at the very end of Building 6, with expansive views of the dramatic coastline from your private open-air...
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY
MAKING YOUR NEXT MAUI STAY A TRULY MEMORABLE EXPERIENCE. Our beautiful Whaler studio condo is all about views, privacy and comfort. It is located on the 10th floor of Tower 1 with 180 degree unobstructed views of the ocean, Isle Molokai, Black Rock and the North...
Heart of Waikiki! Close to Beach! Free off-site parking!
Regency on Beachwalk #22 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 2nd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Split AC in your Island Home! Direct Ocean Views!
BOOK NOW FOR Summer/Fall!Aloha from one bedroom Makani Sands #205, a beautiful oceanfront condo on Maui's scenic West Side. You are surrounded by traditional island design and Hawaiian Art. This condo has every convenience and luxury to make your vacation in paradise...
Serene Studio 120: Garden & Ocean Views with AC – Relax in Comfort Surrounded by Kauai's Beauty!
Studio 120 – Garden Serenity at Islander on the BeachWelcome to Studio 120, a peaceful garden-view retreat in the Hawaii Building at Islander on the Beach. Enjoy the lush tropical surroundings, with distant ocean views from your private lanai, and the convenience of a...
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
TA-061-740-4416-01GE-061-740-4416-01Air Conditioned 1 Bedroom and 1 Bath near Hookipa, sleeps 4. Beachy chic apartment in Kuau on the north shore of Maui. Located next to Mama's Fish House and down the road from world famous Hookipa Beach Park. Bright and comfortable...
Shaka Hale Combo – near beach, PCC, with AC
DescriptionThe Shaka Hale Combo is composed of a 2-bedroom unit called Shaka Hale and a studio apartment called Shaka Studio.🍍Shaka Hale🍍You will fall in love with Shaka Hale. Relax away from all of the chaos in this great local neighborhood. Sit in the hammock,...
Maui Resort Rentals: Honua Kai Konea 320 – Upgraded Corner 2BR w/ Delightful West Maui Mountain Views
Konea 320 is a remarkable 2BR/2BA suite boasting a spacious corner location. Oversized picture windows bring the lush West Maui Mountain views right into the comfort of your living room. Recently upgraded with new wood grain tile flooring and new furniture, Konea 320...
Alii Villas#128 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS!
WOW! Gorgeous Kailua Bay views from this 2 bedroom, 2 bathroom fully furnished oceanfront condo located on Ali'i Drive in Kailua-Kona! Spinner dolphins are visible from the spacious lanai while sipping Kona coffee or cocktail! This is a ground floor unit, with one...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Time Beach @ Grand Van Kleef
Our mission is to provide a tranquil and serene vacation spot where you and yours will truly relax.Aqua Bedroom: air-conditioner, dresser, queen bed, closet and bathroom adjoined. The decor is meant to entice you to sleep well and create magical memories – yes! ☺....
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Close to Beach & Pool! HKH-242
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beautifully updated home w/ private hot tub, spacious backyard and free WiFi
Tiki HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a peaceful neighborhood in the heart of Princeville, surrounded by the elegant Makai Golf Club, Tiki Hale has the...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Hale Hui Kai 312 Panoramic oceanviews of Keawakapu Beach
This private oceanfront condo is on the third floor of the building ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
My Hawaii Oceanfront 2 Bedroom Vacation Rental - Kona
Centrally located, My Hawaii Vacation Rental, "Kona Luana", is within a ten minute walk of Kailua-Kona Village. There are many attractions some of which include Kailua-Kona pier, variety of dinning options, waterfront shopping, Farmers Market, coffee shops and friendly...
Rare, Spacious Penthouse, Big Ocean and Mountain Views, Great Location, AC
Hotel Zoned Accommodations: Condominium - 3 Bedrooms - 2 Baths - (Sleeps 6)Professionally Cleaned Condo, No-Contact Check-In/Check OutNewly installed AC throughoutThis spacious 1145 sq. ft. two bedroom and a loft bedroom, two bathroom condo offers panoramic views of...
Amazing 🏄♀️ Oceanfront Penthouse 🐬 Newly Renovated! - Banyan Tree 403C 🌅
Complete oceanfront penthouse with two bedrooms and two condos at the top floor. Wondrous views of the ocean, reefs, moon and sunset plus all the facilities that your family and you enjoy.. Surfers and long waves have entertained visitors from all over the world on one...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Sandcastles - Anahola Beachfront Estate with Hot Tub & Enclosed Yard
Sandcastles TVNCU#1305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This majestic home, Sandcastles, has vaulted ceilings and large sliding glass doors that open to a spacious...
Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean
Completely remodeled (July 2021) 1st floor poolside studio (2min walk to the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround you as...
Prince Kuhio 335 OCEANVIEW STUDIO
We invite you to relax and play on the beautiful and sunny south shore of Kauai in this 3rd-floor studio. (no elevators) The studio looks over Prince Kuhio Park and has an ocean view. Each of our properties is privately owned and represents value, comfort, and amenities...
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
One of several, beautiful, spacious studios in our guest house. Vaulted ceilings and ocean view of Kona coastline. Great central location, just 10 minute drive to town, beaches, & airport. Queen bed, 2 sleeper sofas, living room, full bath, well equipped full kitchen,...