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.
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled in March 2024. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Marriott's Maui Ocean Club Napili/Lahaina 1 Bedroom - Many Dates Available!
For any reservation inquiries, please use the "Contact Host" feature under "Check Availability."Hosted by TravelscowtDiscover our exceptional ratings with hundreds of 5-star reviews on VRBO, Google, and our own Travelscowt website.Most high-demand weeks during the...
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 386 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Poipu Beach Amazing studio
Ideally located on serene Po'pu Beach. Peaceful stretches of white sand beach and crystal blue pacific ocean with breathtaking sunsets. Onsite spa, resort pools, steps from many beaches and beach activities.Ideal for small families, this studio unit has 403sqft of space...
Napili Point | 3 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 3 Units, 5 Bedrooms | NAP ML-1571
** 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...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
This two-bedroom condo offers golf views and a prime location on the Kohala Coast. Hit the links or enjoy the peaceful surroundings and easy access to everything Big Island has to offer. Unit B4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200 Pohakulana...
Ocean and Molokini Views by Beach - Wailea Ekahi 13D
Book with us and come to Maui to explore everything we have to offer!Ocean views can be enjoyed from Wailea Ekahi Unit 13D. This one-bedroom features a California-king bed, and queen sofa bed in the living room. With vaulted ceilings and a bright, open floor plan, this...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 7 Bedrooms | HK ML-2546
** 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...
Ensuring a Very Comfortable & Memorable Stay! Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
2/2 BEACHFRONT RESORT w AC, Poipu Bch, Kiahuna Gardenview, Pool/Gym/Courts
AC throughout the condo. This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. This beautiful and spacious 2-level garden view condo has a full sized kitchen with everything you need to feel...
Kaanapali Alii 4101
Kaanapali Alii 41012 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 4101, a gorgeous one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe high-floor...
Fabulous Poipu 6 bedrooms for 10-12! AC!
New Listing!! The Listing is made up of two separate townhomes just steps apart!This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna Beach!Surrounded by a championship golf course, the property enjoys a prime spot on Kauai’s sunny...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suites | 2 Units, 2 Bedrooms | KBV ML-1984
** 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...
Valley Isle Resort #907 - Vacation West Maui
★Free Wi-fi, Free Parking, No Resort Fees★Valley Isle Unit 907 offers a serene escape on Maui's western shore. This oceanfront condo boasts breathtaking views of the Pacific, with Molokai and Lanai in the distance. Enjoy modern amenities, including a fully equipped...
Royal Kahana Maui 1215 Ocean View 1 Bedroom
- 12th floor condo with balcony- Carpet & tile flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Bedroom with 1 king bed- Queen sofa bed in living area- Ceiling...
Lanikai Lux Living
This 3 bedroom 2 1/2 bath townhouse is located in Lanikai. It is fully furnished and ready for move in. Gated Community with tennis courts , pool , hot tub and BBQ area. Views of the Koolau's and famous pillbox hike. Brazilian Teak flooring throughout, Wrap Around...
1-Bedroom Within The Ilikai Hotel!
1 Bedroom Economy Lagoon View on the 8th Floor! This unit features a full kitchen, queen bed, free long distance and wifi. Enjoy this sought-after view of the lagoon and Pacific ocean from your very own, spacious lanai.Just a quick walk away, is Hilton Hawaiian Village...
Explore Waikiki Neighborhood with Us | Pool
This listing is for a room within a hotel.✦ Your room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Diamond Head Luxe Private Estate with Pool | Sleeps 11
Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool...
High-Floor Beachfront Colony Surf Condo w/ Sunset Views, Diamond Head Gold Coast
Wake up to turquoise Kaimana Beach and fall asleep to fiery Hawaiian sunsets. Located on the 12th floor of the iconic Colony Surf, this 1-bedroom suite delivers true “live like a local” comfort with resort-level amenities.There is no air conditioning, so please enjoy...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to have...
Luxury Coffee Farm -Endless Views -Pool - Now Totally Exclusive
Our entire Estate is for sale. All reservations will be honored out at least 30 nights and we will probably be able to honor reservations out to 90 days depending on circumstances. You deposit and all monies received will be entirely refundable up to 14 days of arrival....
Perfect for a couples getaway! 311 Shores at Waikoloa
Shores at Waikoloa 311Please scroll down for detailed informationBedding Configuration:Master Bedroom: King Bed-split King with adjustable baseAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 3 Bedrooms | NAP ML-1535
** 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...
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
Relaxing Modern Oceanfront Suite–Sleeps 4 adults.
Enjoy this beautifully appointed oceanfront home in Kalapaki Bay. Take advantage of being centrally located with one of the best beaches and bays for SUP, beginner surfing, boogie boarding and more. The home is situated between 2 of the best resorts on the island. Enjoy...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KGV ML-1337
** 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...
Kapalua Ridge Villas Fairway View 1 Bedroom
Ridge Villas Fairway View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway - Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed in...
Oceanfront Studio with Panoramic Views - Kapa'a Sands 07
Kapaa Sands 07 – Oceanfront Studio | Queen Bed | Pool AccessWake up to stunning ocean views at this second-floor beachfront studio on Kauai’s Royal Coconut Coast. Kapaa Sands 07 features 1 queen bed, a full kitchen, private lanai, and direct access to a peaceful beach...
Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning
Escape the hustle and bustle of everyday life and immerse yourself in theserenity of our charming Kailua-Kona Ohana, a delightful 1-bedroom, 1-bathroomvacation rental. Located on the captivating Big Island of Hawaii, this coastalretreat offers a tranquil escape for...
The Modern Kailua Beach House
Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of Lanikai/Kailua and minutes from local dining, shopping, and outdoor adventures. This thoughtfully designed home blends sleek...
Waikiki Studio with beautiful view and minutes to beach.
Fully furnished studio. Queen size bed sleeps 2. Complete kitchen, minutes from beach and shopping. Brand new air conditioner. Beautiful unobstructed view from 14th floor. Pool, BBQ lounge area and pay laundry on 5th floor. Near Bus routes to everywhere. This unit is...
Honua Kai Hokulani | 2 FREE Rental Cars | KBM Resorts | Spacious Lanai | 2 Units, 3 Bedrooms | ML-2528
** 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...
Making The Best Memories Along The Way! 2 Relaxing Units, Outdoor Pool!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
Kaanapali Alii | 414
Kaanapali Alii 4143 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 414 a beautiful 2-bedroom, ocean-view residence with with a fully enclosed den that comfortably serves as a third bedroom. Located in the...
Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!
Nestled among 27 acres of lush tropical gardens, the Hilton Maui Bay Villas is a luxurious, secluded resort located on South Maui's sun-drenched coast. Situated minutes from several upscale resorts, pristine beaches, and championship golf courses, guests will enjoy...
Comfortable Studio at The Palms with Pool, WiFi & A/C - Sleeps up to 4 guests.
Unwind in Honolulu at this welcoming studio. This modern space offers a cozy living room with a queen bed and sofa bed, perfect for a peaceful retreat on the quiet side of the property. Enjoy the convenience of amenities like pool, WiFi, AC, and a hair dryer during your...
Kaanapali Alii Unit 215
Kaanapali Alii Unit 2152 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 215, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This deluxe ground-floor residence places Kaʻanapali Beach...
Historic Wailuku Inn: 10 Ensuite Bedrooms | Gourmet Chef Breakfast Included
Summary:Welcome to The Historic Wailuku Inn, a beautifully restored 1924 Maui estate with 10 private en-suite bedrooms, lush tropical gardens, and meandering plumeria-lined pathways. Featured by the Wall Street Journal (Apr 18, 2025) as an authentic alternative to...
New Listing 3 Bedroom on the Golf Course in sunny Poipu
Welcome to Pili Mai 7I, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this multi-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style charm,...
4th Fl Marine Surf Studio | Prime Location | Parking
Stay in comfort in the heart of Waikiki, only a short stroll to the International Market Place, restaurants, shops, and the island’s vibrant nightlife. This central location is unbeatable—and your unit includes one free parking stall, a rare bonus in Waikiki!🏠 The...
Island Surf 308 – Newly Updated with Ocean Views
Island Surf 308 – Newly Updated with Ocean ViewsExtend your escape with our special offer:Book 5 nights at any of these breathtaking properties and enjoy the 6th night free!Stay a Little Longer—On Us!Enjoy a complimentary late check-out and savor every last moment of...
Maui Resort Rentals: 6BR Retreat at Luana Garden Villas, Private Villas Only Steps from the Beach!
Nestled within the highly desirable Enclave Three of the Luana Garden Villas, this upscale 6BR haven combines two 3BR villas from two neighboring buildings to create over 4000 sq ft of interior living space, perfectly suited for larger groups or families. Located on 38...
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
Savor tropical fruits on the lanai with ocean views that define paradise. This casual 570 sq. ft. condo is a dream for active travelers who love relaxing at the day’s end with a sunset dinner at home. Comforts include cable TV, clock/radio, and ceiling fans. Sleeps 4 in...
Gorgeous private home with spectacular ocean views & private pool at Kohala Ranch
Gorgeous home with spectacular views and extra privacy on 6 acres in the Kohala Ranch community. This newly upgraded dream home is perfect for couples and families looking for a spacious three bedroom home where they can relax and enjoy panoramic ocean and mountain...
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Ranch Beach Estate is a hidden Hawaiian gem,...
Cozy 1-bedroom + loft in Ocean Front Complex, 2 Lanai's and WiFi in Kailua-Kona.
Unwind in Kailua-Kona at this Ocean Front complex 3rd floor Kona Makai Condo 5-306 on Alii Drive. Bedroom with a king bed and loft with a queen bed, guests can enjoy a comfortable stay. The bathroom is supplied with body wash, shampoo and conditioner and a hair dryer...
Perfect for Romantic Retreat! Spacious Oceanfront Suite w/ Pool Access
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Walking Distance from Papaloa Beach, Outdoor Pool, Free Parking, Full Kitchen!
Welcome to your ultimate tropical retreat! Walk to Waipouli Beach & Coconut Marketplace, with Opaekaa Falls just a drive away. Perfect for island exploration!This listing is for a room within a hotel.✦ Your room is 725 sq. ft, equipped with complimentary toiletries,...
Waikoloa Hawaii 3 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This three-bedroom, three-bath condo sleeps 6 and boasts lanai views of the ocean and the 9th hole of The Village Course. The primary suite offers golf course views, a king bed, a TV, and...