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.
Laule'a Ohana Retreat by Gather – 2 Mauna Lani Villas w/ Golf Views, Dual Pools/
Welcome to Laule'a Ohana Retreat, two side-by-side luxury villas on Hawaii’s Kohala Coast that together create the ultimate gathering place. With 8 bedrooms, 8 full baths, and 2 half baths across nearly 6,000 square feet, these residences are ideal for multi-family...
Kaiana Villa: Beautiful Remodeled Home w/ AC
Your Hawaiian home-away-from-home awaits, nestled into a quiet, private cul-de-sac with fabulous mountain views, surrounded by Princeville’s stately Norfolk pines. Complete with three bedrooms and three bathrooms, this beautifully updated north shore Kauai vacation...
Poipu Retreat: 3BR with Ocean & Golf Views, Lanai Sunsets, Pool & Central A/C
Welcome to Pili Mai 8C – Your Private Poipu Retreat.Perched on the edge of the scenic Kiahuna Golf Course, Pili Mai 8C is a three-bedroom, three-bath condo that captures the very best of Kaua‘i living. With sweeping views of the ocean, golf greens, and surrounding...
Enviable Honolulu Address! Beachfront, Spa, Pool, 3 Restaurants, Steps to Sand!
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Maui Resort Rentals: Honua Kai Hokulani 250/51 – Incredible 6BR Oceanfront Gem, Over 4400 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This phenomenal six-bedroom offering combines two of the absolute finest 3BR/3BA oceanfront residences on offer at Honua Kai to create a true masterpiece, perfectly suited to larger groups or families. Each stunning neighboring residence boasts spectacular panoramic...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier
*** 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 &...
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
Kaanapali Shores 645 - Ocean View 1 Bed/1 Bath
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
Cliffs at Princeville 1208, Beautiful Ocean-bluff Resort, Full Kitchen
The Cliffs at Princeville 1208 includes 2 connected studio units, 1208-A and 1208-B.Two Spacious Garden Studios for 4 Guests, Kauai North Shore Resort.Located on 22 lush acres overlooking the Pacific Ocean, The Cliffs Resort in Princeville is the perfect spot for...
Hale Kamaole #166, VIEW, Pool, A+ Wi-Fi, King, Pool
Hale Kamaole: Upscale Hawaiian Gallery Art & beautiful furnishings. Flat surface parking to entry. Steps to pool, BBQ's, BEACH & Eddie Pu walking trails. Shady lanai w/ VIEW of blue OCEAN, green garden & colorful sunsets. Aircond in bdrm. Tempur-Pedic KING bed. 2 USB...
Hale Moana by AvantStay | Incredible Hawaii Beach Resort w/ Pool & Hot Tub!
Kick your feet up at Hale Moana, the newly-renovated villa perfect for your paradise vacation. Professionally and locally designed, this condo captivates Kapolei’s lively atmosphere and offers state-of-the-art appliances, spacious dining areas, and plush lounging...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries,...
4 Bedroom, The Cliffs at Princeville, Hawaii, Gym
You’ll love the stylish decor of this charming place to stay. Located on the north shore of Kauai. This dream of a resort overlooks the Pacific Ocean from atop a high bluff, ensuring dramatic view property-wide. There's certainly no shortage of amenities to be found...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms w/ Lush West Maui Mountain Views!
This impressive 3BR offering brings together two adjacent Mountainview residences, creating the perfect gathering place for larger groups or families—all at an excellent value.Konea 332 is a remarkable 2BR/2BA suite boasting a desirable corner location and beautiful...
Comfort and Convenience! Outdoor Pool, Beach Access, Near Honolulu Museum of Art
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Wailea Beach Villas B101 - 3 Bedroom Ocean Front Villa
Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool where adults cool off in peace and tranquility. A gourmet kitchen with sub-zero refrigerator, built-in wine refrigerator,...
SANS SOUCI 607-⛱Gold Coast Beautiful Beachfront Villa-Sleeps 6-Monthly Rental
Sans Souci Vacation Rentals2877 Kalākaua Ave 607Honolulu, HI 96815⚠MONTHLY RENTAL⚠Disclosure: All reservations require a 30-day contract. In compliance with the Ordinances of the City & County of Honolulu, the Property will be made available to you for your use and...
Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky
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.Intentional InteriorsThe Park Lane Sky Resort...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Oceanfront Fun at Kauai Beach Club Resort+Amenities
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve the Ultimate Escape to Paradise: Luxury Oceanfront Kauai Adventure at Kalapaki Beach Awaits!𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡...
Maui Resort Rentals: Honua Kai - 7 Total Bedrooms, 8th Floor "Penthouse" Ocean AND West Maui Mountain Views, Deluxe Corner Floor Plan!
This premier eighth-floor offering pairs five neighboring ocean and partial ocean view residences for over 4700 sq ft of combined living interior, creating the perfect space for large groups and families to gather, reconnect, and celebrate in comfort. Boasting...
Kiahuna Plantation Resort 47 Royal Garden 1 BD
- 2nd floor end unit with cooling cross breezes- Condo walk-up, no elevators- Full size kitchen with granite countertops include stove top/oven, microwave, refrigerator, dishwasher, coffee make, blender, toaster, cookware and tableware- Master bedroom with 1 king bed-...
Royal Kahana Maui 817 Ocean View Studio
- 8th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom with walk-in shower- 1 king bed and...
Oceanfront Stunner Condo Over The Lagoon Garden! Hale Kona Kai 311
Ocean view over lagoon garden view from the lanai (balcony). You're so close that you'll hear the ocean and see the waves come sideways into the lagoon below. Enjoy seeing the fish and turtles swim in the lagoon and the lighthouse in the distance. You will see the...
The Westin Kā‘anapali Ocean Resort North-Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Kiahuna Plantation Resort Oceanfront 1 Bedroom
Oceanfront 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed and sofa bed- 880 sqft/82 sqm- Rollaway bed 20 USD per night-...
Beachfront Westin Nanea Ocean Villas, Ka'anapali - 2 Bedroom Villa Resort View
No resort fee, no parking fee!Opening in 2017, Westin Nanea is the last and final beach front opening in Kaanapali. Retreat into sumptuous luxury in our spacious, 1,260-square-foot two-bedroom villas. Combining signature Westin amenities with the comforts of home, these...
Whaler at Kaanapali Beach 0762
Stunning ocean views are the highlight of this beautifully remodeled studio located on the 7th floor of Tower 2 at the Whaler on Kaapali Beach. This condo makes great use of the space with a King Wall/Murphy bed which allows for extra space during the day. The living...
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
Ocean Views Top floor King Bed Beach Access Pools BBQ Renovated Unit with AC
Welcome to our island home! It offers 1 large bedroom with views of the Pacific Ocean and Sunrise! Steps from the pretty sandy beach right in front! This home comes with a large bedroom and a fully equipped kitchen. Guests enjoy 1 new king bed and 1 sofa queen bed with...
*Hale Kamalani* | Mountain and Golf Course Views!
Summary:🌺 Aloha from Princeville! This beautiful Hawaiian retreat sits on the Makai Golf Course ⛳ with lush garden views 🌿 Enjoy vaulted ceilings, rich koa wood accents, and a cozy indoor fireplace. Just minutes from stunning beaches, scenic trails, and local...
Aloha Surf Waikiki - Free parking
Summary:Stay at Aloha Surf Waikiki, a boutique condo-hotel that combines comfort and convenience with a relaxed resort vibe. Enjoy amenities like free parking, a sparkling outdoor pool, a welcoming sun deck, and a communal grill for casual Hawaiian cookouts. Wi-Fi,...
Kiahuna Plantation Resort Ocean View 1 Bedroom
Ocean View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1King bed in bedroom- Sofa bed in living area- 880 sqft/82 sqm- Rollaway bed 20...
Pool and Hot Tub - Romantic and Luxe Walkup Studio in the heart of Kailua-Kona
Welcome to your stylish island escape! This thoughtfully designed second-floor studio condo offers a perfect blend of comfort, convenience, and tropical charm. Located right on Ali'i Drive, you’re just a short stroll from vibrant shops, oceanfront dining, and some of...
Bay Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Full Kitchen
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ocean View House near Sheraton Kona Resort & Spa
Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room. Very clean,...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Kaanapali Beach Club Resort/Spa, Pool, Hot Tub!
Spacious, posh one-bedroom with king bed will be your home base at Kaanapali Beach Club. Your suites comes complete with an in-room refrigerator, oversized tub and separate shower in the bath. Kick back and take in a breathtaking sunrise or sunset from the privacy of...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
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.This stunning property is now accepting...
Honua Kai Konea 230: Spacious Lanai, Mountain View, Beachfront Resort
The Stice Team are Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 230, a one-bedroom, one-bathroom retreat that sleeps up to four and offers one of the most expansive lanais of any one-bedroom suite at...
Waipouli Beach Resort Partial Ocean 2 BD 3 BA
Enjoy peaceful partial ocean views from this spacious two-bedroom condo. Perfect for families or groups, it offers a relaxing island setting with easy access to Kauai’s beaches, dining, and local attractions.Partial Ocean View 2 Bedroom 3 Bathroom• Kitchen features...
Kaanapali Alii | 475
Kaanapali Alii 475 is a luxurious vacation rental nestled in the heart of Maui's renowned Kaanapali beach community. This spacious condo offers calming views of the West Maui Mountains, where the sun rises each morning.The interior of this well-appointed condo features...
Newly Remodeled Penthouse w/ Stunning Ocean Views
Welcome to your own tropical retreat just a 2-minute walk from world-famous Kamaole Beach II. Wake up to breathtaking ocean views from your private lanai, spend your days snorkeling in crystal-clear waters, and unwind each evening with golden sunsets over the Pacific....
Maui Resort Rentals: Honua Kai Konea 644 – Extra Large 6th-Floor 1BR w/ Gorgeous Partial Ocean Views!
Maui Resort Rentals is proud to bring you this 1BR Oceanview Suite at the Honua Kai Resort, newly launched on 2/26/2025 to start taking reservations for check-ins on 4/1/2025!As one of Honua Kai's premier one-bedroom suites, Konea 644 boasts stunning views of the...
Beautifully appointed 2-bed, 1-bath condo in the heart of Kealakekua, Big Island of Hawaii.
Kona Coffee Villa – A Tropical Retreat in the Heart of the Coffee Belt, an ideal Location for Exploring North and South KonaEscape to paradise at Kona Coffee Villa, located in a cooler 1500 ft. elevation, minutes away from town, a charming 2-bedroom retreat nestled in...
Fully renovated unit on the 14th Floor overlooking the surrounding Waikiki area!
1 Bedroom City View on the 14th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This updated condo has over 500 sq ft of living space...
Waialua Beachside Cottage: Lovely! Direct Beach Access
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.This stunning property is now accepting...
Modern Elegant Studio w oceanviews..Royal Gardens
Elegant Studio at Royal Gardens Hotel Waikiki.....unit on the 20th floor offering panoramic views of Waikiki from mountain to ocean!Kitchenette is a plus for light preparation of meals promoting you to eat in.....Efficient and comfortable accommodations.Wyndham owners...
Westin Ka'anapali Ocean Resort Villas - OCEAN VIEW 1 Bedroom Villa
Luxury 1-Bedroom Ocean View Villa at Westin Ka’anapali Ocean ResortAvailability:7 nights from August 31 to September 7, 20257 nights from April 5 to April 12, 2026Enjoy a relaxing getaway at this stunning oceanfront resort on Maui’s west side, located on North...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...