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.
Beachfront Escape at Royal Mauian #207 – Unmatched Ocean Views and Comfort!
Experience the ultimate Maui vacation at Royal Mauian #207, a stunning two-bedroom condo offering breathtaking ocean and coastline views. Located in the unique six-story Royal Mauian property in South Kihei, this oceanfront retreat provides unobstructed views of the...
Impressive Wailea Ekahi 1 Bd+2Ba Condominium 20G-Adjacent to Keawakapu Beach
At Wailea Ekahi Village 20G, you and your guests will enjoy premier accommodations, furnishings and holiday experiences at this top-floor Wailea Ekahi vacation home. New paint, carpet, air-conditioning, and electronics, plus next-level furnishings and personal touches...
99 steps to quiet beach - Centrally located - Great for families & groups
Ideally located on iconic Alii Drive directly where the world famous Iron Man takes place annually. A number of palm trees and local landscaping on the front and side of the property add to the tropical appeal.Nearby are many of Kona's enviable attractions including its...
Breathtaking Part. Ocean View in Kauai!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded among lush landscapes. After a day of exploring, return to the resort to relax in the spacious two-bedroom accommodations...
JJs Hāna Hale - Farm House
Aloha!Welcome to Beautiful Hana! JJ’s Hana Hale is a air conditioned 1 bedroom cottage, conveniently located near idyllic Hana town near the tiny Hana Airport in a historic district Hawaiian’s call: Ka’eleku, we’re on 6 verdant acres (turn left near the 31 mile...
Wailea Beach Villas | PH512
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the...
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within close distance to main floor condo with A/C. Three bedrooms and 3 Bathrooms, sleeps up to 8 guests (2 California king...
Mountain, Ocean, Golf Courses in Hawaii!
Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. You are a few minutes' drive to the beach. You can easily explore the most indigenous feel of Hawaii nearby. Surfing, swimming, hiking... there are a lot you can do....
Ocean, Greenbelt and Haleakala view Ekahi 33E
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...
Oceanfront Lanikai Beach Vacation Home
TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...
Luxurious 2 room Resort -Westin - Kaanapali Beach Oceanfront rooms
Guaranteed Oceanfront!! (best room view at Westin resort) Saturday July 19 -Saturday July 26, 2025. Deep discount on room rate compared to direct resort booking. Beautiful resort at Kaanapali beach, Maui! Great pools and amenities, restaurants, pristine white sand...
Nihilani 2 BR Condo, Ground Floor, Pool and AC-34B
Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, it can be your base for all the activities Kauai has to offer, or you can spend your days relaxing, meditating or heading out for all-day adventures. This is a...
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. The five bedroom house, which sleeps 10, consists of a 4-bedroom,...
Hale Maluhia - Gorgeous Kaneohe Bay Home
Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den, 4th Floor Partial Ocean AND West Maui Mountain Views!
We are proud to present this one-of-a-kind new 3BR+Den package at the acclaimed Honua Kai Resort on Kaanapali North Beach.This tandem package combines an expansive 2BR suite with the 1BR+Den located directly next door. Your party will be treated to gorgeous partial...
Oceanfront condo at the Royal Mauian.
You'll enjoy making memories in this well maintained, beautiful, family owned condo, Unit 515. The view is fabulous and the location is perfect. Simply walk downstairs and lounge on the grass next to the pool, or walk right next door to Kamaole I Beach. Beach towels,...
Luxury accommodations, discounted golf and beautiful sunsets year round.
Luxurious ground floor "no stair steps" villa with private lanai, large lawn area and wide open views of the golf course. Granite slab counters in the large, well-equipped kitchen. Living and dining areas have hardwood floors. Kitchen, entry and baths have tile floors....
Luxury Coffee Estate - Infinity Pool - Endless Views
*Our minimum stay is 2 nights. Our pricing reflects this access to a truly wonderful estate and the amenities outlined below. Please note that from 2023 our rate nightly rate will be based on an occupancy of 4 persons.The Vista Suite is located on the South side of the...
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...
Ohana Hale Puako – Big Island Vacation Rental with Mauna Kea Views
Aloha! Welcome to the ʻOhana Hale, your Puako retreat with stunning forest and unobstructed view of majestic Mauna Kea from the lanai, living room and dining area. This quiet and tranquil location is literally 100 steps away from the beach. This is your perfect spot on...
Forest Retreat Eco-Lodge - 24 acres of private land.
Picture Shangri La with rolling mists and sunshine over the canopy of Ohia Lehua with the tip of Mauna Kea poking through the valleys off in the near distance...Ahu Lani Retreat Center is an educational and retreat facility located at 3,000 feet elevation on the Hamakua...
AS SEEN ON TV- Rated #1 Northshore Rental/Retreat with the "Wow" Factor
IF YOU'RE PINING FOR A LUSH, LAZY, LANGUID ESCAPE...A BAREFOOT TRANQUILITY...A BALMY, PALMY, SEA-SCENTED ADVENTURE...LOOK NO FURTHER!!Rated #1 Because...1. AS SEEN ON TV - The Discovery Channel recently filmed our home, Hale Mana, for the premier episode of a new TV...
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...
Penthouse Condo with breathtaking views and conveniently located
Hololani B-802Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in the heart of the west side of Maui, this stunning penthouse condo offers a luxurious ocean view retreat with...
Best View for the Money!
Everything you need for a fun vacation. A lovely, impeccably cleaned, fully-equipped home with travertine flooring, fully-equipped kitchen with granite countertops, hickory cabinets, stainless appliances, breakfast bar, teak furniture, tropical ceiling fans, bamboo...
Surfer's paradise on Oahu's North Shore - Split ACs
Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
Wailea Grand Champions | 183
Welcome to Wailea Grand Champions 183, a luxurious vacation rental that perfectly blends comfort and style in the heart of Maui's paradise. This stunning two-bedroom, two-bathroom retreat offers an exceptional experience for discerning travelers seeking a memorable...
Ocean Tower, a Hilton Grand Vacations Club - 1 Bedroom Premier Large - Ocean View
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
PERFECT 2 bdrm near beach, eateries, shopping, activities Very nice & so clean!
This is a newly renovated and nicely appointed quiet property suitable for couples, families with OLDER CHILDREN 13 years and up, groups up to 4, and business travelers. Property is in a complex that accommodates both residents and visitors. Located steps from the beach...
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated
Paradise is at your doorstep from this beautifully furnished, completely renovated condominium with a wide-open ocean view and just steps across a manicured lawn to the beach. Tropical colors dazzle both outside and within this 640 sqf suite with a King size bed. For a...
Kamaole Sands 5307 condo with ocean view. Updated in November 2024. Split AC.
Welcome to our one-bedroom condo in Kamaole Sands located in desirable Building 5, unit 307. As new owners we strive to provide an excellent service and environment for our guests, so did multiple upgrades for our condo:July 2023:-New Split AC system in both living room...
Ultimate Oceanfront Paradise-Spectacular Ocean Views-Mana Kai Maui Resort 405C
Mana Kai Maui Resort #405C – Oceanfront Comfort with Split-Duct AC and Flexible Sleeping OptionsWelcome to Mana Kai Maui Resort #405C, a well-appointed 2-bedroom, 2-bathroom condo offering direct oceanfront views, cool island breezes, and all the modern comforts of...
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC
*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach!Features fully equipped kitchen, pull-out sofa bed, private...
Fabulous Home Overlooking Hilo Bay and Kawainui Falls
Pepeekeo is waiting for you at this 3-bedroom farmhouse. Nestled in a tranquil setting, this gorgeous property offers an amazing retreat for guests. The bedrooms feature a comfortable king bed, a luxurious queen bed and a cozy bunk bed. With 2 full bathrooms, including...
Alii Villas #308 Ocean/Pool Views From Lanai, Well Equipped, Excellent Split A/C
This cute one bedroom condo is on the third floor with pool and ocean views at this ocean front complex. It has been completely renovated with a new kitchen, bath and flooring. It has a a king sized bed and hide-a-bed in the living room for additional family members or...
Kihei Akahi Garden View Studio
Located steps away from gorgeous Kamaole I, II, and III beaches, wonderful restaurants, shopping and nightlife. Perfect location convenient to everything. Unit is quiet, cool, and private on the ground floor.
Maui Resort Rentals: The Whaler 707 - Luxuriously Remodeled 7th Floor 1BR/2BA w/ Stunning Ocean and Mountain Views!
Situated in the first column of suites directly back from oceanfront, Whaler 707 delivers spectacular oceanviews that extend to Maui's neighboring island Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite boasts...
Direct Oceanfront on Maui's Finest Sugar Beach!
***Please note, due to the flooding incident on Jan. 27th, the 1st floor is still under renovation and there may be construction noise heard from this 2nd floor condo.***For the Latest COVID-19 Travel Rules, copy and paste the below into your web...
Kona Islander Hawaiian Style Poolside
Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400
Wailea Ekahi Unit 39C is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui. We have just finished a complete remodel for this unit. Everything is new and updated. The Ekahi complex has just completed the...
Ground Floor Villa, Great Views!
You'll find all the comforts of home in this tropically furnished condo with scenic views of the mountains and golf course. Picture yourself relaxing in the reclining chair in the living room, where you can look out at the golf course or simply watch TV or a movie (from...
Oceanfront Mahana Resort #908 - Vacation West Maui
Mahana Resort #908 · Upon arrival, you will be greeted by tiki torches as you enter the traditional Hawaiian lobby overlooking a stunning oceanfront pool and jetted spa, oceanfront shuffleboard courts, manicured lawns with chaise lounges, and of course the magnificent...
10th floor partial ocean view studio @ Royal Kahana Resortnn
Welcome to Royal Kahana 1019. This 10th floor studio offers a partial ocean view. This unit is tastefully appointed with classic Hawaiian decor. The studio features a king size bed & twin sofa sleeper which can accommodate 3 guests. Keep cool year round with central AC...
POPULAR RESORT, GREAT LOCATION, BEAUTIFULLY EQUIPPED 2 BD/2BA OCEANVIEW CONDO!
UPGRADED UNIT***OCEANVIEWS FROM THE LIVING AREA AND MASTER BEDROOM***AIR CONDITIONED***GOURMET KITCHEN***EQUIPPED WITH BABY GEAR!!ABOUT THE CONDO...This AIR CONDITIONED 2 bedroom, 2 full bathroom unit is located on the second floor at the POPULAR PAPAKEA BEACH RESORT....
Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View
Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not, it is close to everything else.Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user...
Spacious Villa -3 Min Walk to Beach, Private Lanai
Summary:A210 | TA-018-220-0320-02Awake to paradise in Villa A210, a luxurious 3-bedroom, 3-bathroom retreat at the Villas at Poipu Kai. Savor breakfast in the fully equipped gourmet kitchen, dine al fresco on your private lanai with peekaboo ocean views, then walk to...
Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in Kona
Welcome to your tranquil getaway, Kona Oasis Hale! This home is Big Island Paradise Living: your dream getaway nestled on the stunning coastline of Hawaii. A truly spacious 4 bedroom home that offers not only breathtaking ocean views but also a perfect blend of luxury...
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
**** LAST MINUTE BOOKING DISCOUNT- 20% discount from the typical room rate from May 30 to June 11 and a 10% discount from July12 to Aug. 7. Request this discount by messaging the manager, Barb********The Maui Banyan is NOT impacted by the potential legislation regarding...
Sunsets from the lanai of 203 embrace you, AC keeps you cool in this 2/2 unit
If you come to Maui for the warm breezes that seem to kiss your skin, then this unit -#203 - is just waiting for you. The trade winds that love our area keep you cool and comfy. Not that you need it that much but there is AIR CONDITIONING - and it sure is nice to have...