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.
Kapalua Luxury Villa, Ocean and Golf Views, Whale Watching, Gorgeous Sunsets
This amazing 2BR, 3 full bath villa faces west towards Molokai, and Lanai. This designer renovated unit offers spectacular sunset views and is ideal for whale watching. Each luxurious master suite has ocean views and a private lanai. The private baths are spa quality...
Maui Resort Rentals: Honua Kai Konea 615 - 6th Floor Studio w/ Full Ocean Views!
Peace and tranquility await your arrival at Konea 615. One of the absolute best studios on offer at Honua Kai, this luxurious gem provides full ocean views from its 6th-floor vantage point above the palm canopy as well as shelter from the prevailing trade winds. Its...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Large Inner Courtyard! HKH-211
** 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...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Ko Olina Beach Villas O224 offers an elegant sanctuary amid the lush landscapes of Kapolei, HI. Located in a private gated resort community, this 2-bedroom, 2-bath villa blends indoor comfort with outdoor beauty, featuring an inviting flow to a spacious lanai with...
Ocean Views in Na Hale O Keauhou
Glorious Na Hale O Keauhou is an exclusive luxury gated community in the heart of Keauhou. Unit B4 is a 3 bedroom, 2.5 bath townhome with 2 covered lanais. Enjoy spectacular 180 degree unobstructed ocean and sunset views from almost every room of this condo. The open...
White Sands Village #323, Across From Magic Sands Beach
Enjoy this two-bedroom, two-bathroom White Sands unit. Newly updated kitchen and freshly painted home. Relax on the lanai and soak in the ocean views or chill out in the air conditioning and stream your favorite show. Located on the iconic Alii drive.The spaceEnjoy this...
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
Welcome to Kamaole Sands 7-206, a beautifully updated 1-bedroom, 2-bath vacation rental in the heart of South Maui. Located on the second floor of the highly desirable Building 7, this stunning condo offers the perfect blend of comfort, style, and convenience for your...
Private Oceanfront Condo Punaluu Black Sand Beach
Welcome to your home away from home, Hale Ke Kai, “where the land and sea meet.” You will come to find out why so many local residents and visitors call it one of the best units at Colony I. We feel honored to have the opportunity to show you the reasons so many have...
Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!
Address for this Condo: Luana Kai 940 S. Kihei Rd #C102, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Aloha and Welcome to Luana Kai #C102, a beautifully remodeled, ground-floor unit in a tropical, oceanfront complex, featuring...
Ocean Front at a Safe Distance! Plus Full View Garden & Pool!
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, An easy 20 minute drive south of Kona Int'l Airport and one easy walk (approx 1 mile north) to downtown Kona. Your condo is just a short distance from Magic Sands Beach, one of Hawaii islands best body surfing areas and...
Cute 4br Bungalow steps to the Ocean
Welcome to our Nalo Road Bungalow, a picturesque home situated just a few blocks from Poipu Beach Park and steps from the ocean. You will love views from the large covered lanai that has plenty of space for relaxing and socializing with friends. The great room is...
April DEALS. Remodeled Modern Studio. Private Cabana. 5-Star Reviews.
All new CUSTOM: floors, walls, ceilings, designer kitchen and appliances, tile, countertops, large walk-in shower, bathroom, furnishings, linens. EVERYTHING is BRAND NEW for a modern updated look. The Eldorado staff has said this is the NICEST UNIT on the property.Unit...
Honolulu Studio w/ Ocean View: Parking Included!
Your dream island escape awaits at this Honolulu vacation rental! Located in the iconic Ilikai Hotel, this 1-bathroom studio boasts a beautiful interior, free parking, and access to the resort's pools and on-site restaurants. Sip your morning coffee on the balcony while...
Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath
Our Ocean Front condo has been remodeled in an island-style with an asian touch. Enjoy Maui sand and surf just steps from the front of our complex. The steps to the beach have been washed away with high surf (10/30/19), so it is best to walk to the park about a block...
Ocean/Sunset View, Updated, Steps to Kamaole II & III beach, 150+ 5-star reviews
Maui Kamaole H105: Amazing Ocean View, Steps to the beach, Updated, 150+ 5-star reviews here and on Airbnb. Great location and rates. Weekly/Monthly Discount! Book it NOW!GORGEOUS, SPECTACULAR, DIRECT, UNOBSTRUCTED OCEAN & SUNSET VIEW, from the comfort of your own...
3 Bedroom Spacious Waikoloa Beach Resort
The Waikoloa Beach Resort is one of the most popular vacation destinations on the Big Island of Hawaii. Our Townhome offers everything you would need to enjoy your vacation directly within the resort. The Waikoloa Beach Resort is home of two championship golf courses,...
OCEANFRONT RESORT- $169/nt til Apr 18! Kihei Sands Beachfront Condos-A3
Escape the chill and trade it for warm Maui sunshine, Ocean views, and the chance to spot MAJESTIC WHALES right from our property! Your perfect Winter getaway starts here - and it's more affordable than ever with our NEW DROPPPED rates!!! We are ON THE WATER! You won't...
Anini Mauka - A/C, close to the beach TVNC #4328
Welcome to Anini Mauka!Permitted Vacation Rental Property - TVNC#4328. Transient vacation rental is located in the tsunami evacuation zone Welcome to Anini Mauka, this adorable Hawaiian house located just up the road from the pristine beach of Anini Beach, you'll find...
❤️PiH❤️STARFISH★Best Views in Kulalani★Elegance and Luxury ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Starfish House, a part of our Hawaiian Luxury Collection. The owners are the same as that of Sea Glass House at KaMilo which is one of our most elegant homes. Like Sea Glass and its best location in KaMilo,...
Oceanfront Corner unit Condo, Hawaiian Princess
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling and breathtaking ocean and...
Maui Turtle Condo - Mahina Surf 204
Maui Turtle Condo - Ocean FrontCome and enjoy the beautiful ocean front Maui Turtle Condo at Mahina Surf. We are located on a sea turtle habitat. Turtle sightings are daily! Relax and watch sunsets paint the sky on the lanai where you may catch view of turtles swimming...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Oceanfront with 2 Master Suites, Heated Pool, Fully Stocked, Amazing View!!!
If you like the sun, the beach, and a relaxing vacation this is the place for you!!! It's the perfect home away from home with everything you need! It has king-sized beds in both bedrooms, HDTVs everywhere, and a fully stocked kitchen including...
Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC
A one bedroom, King Size bed, with a Queen Sleeper couch and AC (2 Ductless Mini Splits on the walls in the Living Room and the Bedroom). Pono Kai resort with lots of amenities: Adjacent to Old Kapaa Town and Bike Path. *****January 2026 Discount is currently set at 20%...
5 BR Hanalei Vacation Home - Walkable to Beach and Town - Sleeps 10
We've provided all the comforts of home on 'The Garden Island' of Kauai, one of the world's most spectacular settings. This charmingly furnished house with traditional Hawaiiana decor and lanais is surrounded by a lush tropical garden. The house is perfect for multiple...
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
Summary:Enjoy ocean views, Polynesian-inspired design, and full A/C at Nihi Kai 203. This beautifully remodeled 2-bedroom condo sits poolside and is just a 3-minute walk to Poipu Beach and Brennecke’s Beach. With vaulted ceilings, a spacious great room, multiple lanais,...
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!
We are excited to share with you our remodeled Kiahuna Plantation Condo with new kitchen, bathroom, living room and more! Kiahuna Plantation is the perfect beach vacation getaway for young families, couples and active travelers. Located in beautiful Poipu on the...
Welcome to Konea 238, 2nd Floor, Great location, QUIET part of resort
Aloha and welcome to Maui!Our unit is in the Konea Tower #238We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali...
Kihei Akahi C-519: Beautifully Renovated 2bd/2ba Garden View Condo
This two-bedroom, two-bath Maui vacation rental is located in the heart of Kihei and has access to many of the shops and restaurants local people love. The rattan furniture in the living room is cozy and inviting. The living room in this condo is wide open and sunlit,...
Sleeps 10 guests in Waikoloa Village
This beautiful home is conveniently located close to the best beaches and golf courses on the island. Restaurants for dining, family-friendly activities, a great jumping off point to access all locations on the island. Grocery stores, shopping, gas stations etc. are...
Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub
Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous...
Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING
KANALOA at KONA #2604Kona's premier condominium complexSuperbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona. You'll enjoy...
Bamboo Beach Studio in Poipu with Ocean View
Property TMK # 2-6-005-022-0091Come and Experience Kauai's Sunny South Shore and Beautiful Beaches. Towering Eucalyptus Trees form the Famous Arch known as The Tunnel of Trees as it Welcomes our Visitors and Marks the Official Entrance into Koloa & Poipu. The Seaview at...
Spectacular Condo: 2BR/2BA Oceanfront
This VERY NICE irresistible, 2 bedroom, 2 bath condo is our home away from home for a portion of the Winter. It is on the water and has a stunning ocean front view. The unit has been newly painted and updated. The freshly updated kitchen includes new cherry cabinets;...
Wailea Elua Top Floor 2 Bdrm/2 Bath Oceanview Unit - 1 min walk to Ulua Beach
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Roomy and relaxing top floor 2 bedroom + 2 full bathroom vacation condominium steps to the beach and pools with convenient parking. Recent upgrades make this a welcome vacation-home where,...
Esteemed Kapalua resort, spacious 1bd villa
Kapalua Golf Villas 15T 7&8 is a 1-bedroom, 2-bathroom villa that can accommodate up to 4 guests and offers views of the Kapalua Bay Course and partial ocean views. The kitchen is fully equipped and open to the living room. For additional seating, there is a dining...
Charming Oceanfront Home on Ali'i Drive
Located on a quiet oceanfront property just south of commercial Kona, this two-bedroom two-bath vintage cottage boasts a large covered lanai, classic Hawaiiana furnishings and a grassy yard with parking. With one queen bed and three twins, it’s ideal for a small to...
Our family Maui Condo..A home away from home.
Our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at Kamaole 1....
Lae Nani 423, Stunning Oceanfront View, Newly Remodeled In Tasteful Island Decor
Our ocean front condo has been recently remodeled with all new furniture, kitchen appliances & countertops, Smart TV, window coverings and a new comfy king size bed. From inside our unit and from our lanai, we have a wonderful view of the ocean and the beach area, and...
ICC 37 Remodeled Plantation Cottage Near Beach
International Colony Club 37 Enjoy a Quick Walk to the Beach from this Spacious Hawaiian Plantation Cottage at North Kaanapali!FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
2 Bed Townhome - Nihilani at Princeville Resort
The award winning Nihilani at Princeville Resort is a spectacular newer condo community, beautifully landscaped and artfully designed. This spacious, two bedroom, two bath 1,400-square-foot home is close to the lovely pool that includes a jacuzzi and large covered BBQ...
The Special Occasion Suite
The DREAM VACATION awaits You in this RICHLY DESIGNED Ground Floor Suite...ELEGANTLY APPOINTED with Travertine Floors and DETAILED to Perfection. The Spacious Floor Plan includes a Private Patio and Expansive Tropical Garden Courtyard. The Fully Equipped Kitchen is a...
Kona Kai Hale – Oceanfront Elegance in Kailua-Kona
Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil...
NEW - Paddler`s Inn 3BR Hilo
Welcome to the Paddler`s Inn! Fully furnished and Brand New Equipped with everything you need to have a great stay in Hilo Town! This is a 3BR home with an office which allows you to sleep comfortable and get all your work done as well. Kitchen and Bathroom are brand...
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Immerse in Maui Kamaole's quiet corner condo, graced with stunning West Maui Mountain views. This peaceful retreat offers A/C, an in-unit washer/dryer, a fully stocked kitchen, and beach gear. Relish the sunrise and sunset, accompanied by birdsong from three lanais. The...
POIPU OCEAN-FRONT CONDO, CAR avail, SUN, SURF, FISH, SNORKEL, COLD A/C!
Free Parking - 2 Elevators - No Resort Fees - Free Wifi Rental car available, at an extra charge, for guest use!Along with great location, you also enjoy a full East view of the Ocean from your own private lanai! You can get a glimpse of whales, turtles and other ocean...
Affordable Luxury on Kaloli Point.
It’s an exciting time to come to the Big Island. The Kilauea Volcano has been erupting and putting on an incredible show. The Eastside is the place to be for outdoor enthusiasts. Kaloli Point is along the East coast just south of Hilo in one of the many microclimates...
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
This ground-floor corner unit sits steps from the pool and beach. The lanai stays shaded in the afternoon and has privacy hedges that make it feel private and relaxing. It is family friendly with a game cupboard, beach chairs, and easy access to both the pool and ocean...
Hale Emmalani 311, Lovely Views, A/C & Pool
Emmalani Court 311 is a hidden gem in Princeville on the North Shore of Kauai. Emmalani Court is only 42 units and adjacent to the 8th hole of the top-rated Robert Trent Jones Jr. designed Makai golf course. This well-maintained complex is within walking distance to the...
Air Conditioned Beautiful and spacious 3 Bedroom Condo on Kauai's North Shore
Nihilani 18B is in a lovely plantation style 2 story town-home located in a private and tranquil environment. This convenient Princeville location is walking distance to the golf course, and near beaches, tennis courts, walking paths, shops, and restaurants. This...