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.
Partial Ocean View Two Doubles, 3 Units, The Twin Fin Hotel
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...
Panoramic Mauka Views at Stylish Lahaina Shores 520
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE! Lahaina Shores 520 – Studio in West MauiLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 520 is a 5th-floor West...
Kanaapali Maui- Newly Renovated Peaceful Ocean View 2B/2B Condo
Relax with the whole family at this peaceful Maui condo located in the heart of Kaanapali across the street from one of Maui’s most beautiful beaches. This newly renovated one level condo on the ground floor has epic views of the ocean, the island of Lanai and...
Luxurious 1-bedroom villa at WESTIN Nanea Oceanfront Resort!
Make the most of Maui by treating yourself to an elegant, lavishly appointed one-bedroom villa at the exclusive WESTIN Nanea 16-acre deluxe resort. Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had...
Beautiful and timeless Kona Coast Resort - 1BR/1BA
When you stay at Wyndham Kona Coast Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest,...
Kahana Outrigger #4A2 - Vacation West Maui
Maui Paradise: Family Beachfront EscapeNestled on the sunny west coast of Maui, this private haven awaits you in Kahana, between the famed Kaanapali and Kapalua resorts. This property offers a unique escape that the whole family can enjoy, mere steps from the...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
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.Seahorse Beach House is a hidden Hawaiian gem,...
Waikiki 5-Star Marina Stay – Ocean View 1BR
Summary:Take a stroll along Waikiki beach and enjoy the warmth on your skin and the beach sand between your toes. This cute and upgraded 17th-floor ocean view studio is in the Ilikai Marina, an ocean front building located in the quieter side of Waikiki. The property is...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, Stunning Ocean Views, 4,465 Combined Sq Ft, Sleeps up to 22!
Perfectly suited to larger groups or families, this 7 bedroom gem combines one of our most sought after 3BR oceanfront "Ali'i" residences with a stunning neighboring 2BR oceanview suite, and a spacious 2BR partial Oceanview located directly across the hall. The generous...
The Bluffs at Mauna Kea Villa 5 Five Bedroom
Set in a gated community, this oceanfront estate has been crafted by Hawaii’s best architects and interior designers and is a true masterpiece. This residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Mountain view | 1-Bedroom Condo, Breathtaking views! HKH-524
Elegant 1-bedroom villa in Hokulani Tower with mountain views, full kitchen, spacious lanai, and access to pools, hot tubs, and Duke's restaurant-perfect for couples or families in Maui paradise.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more...
Luxury Oceanfront Living at the Sands of Kahana
This listing is a combination of 2 separate units close to one another.Each unit can accommodate 4 adults and 2 kids. Total of 8 adults and 4 kids. DescriptionWelcome to a rare opportunity to experience the best of oceanfront living at the Sands of Kahana. This listing...
Paradise Awaits: Luxurious Oceanfront Hawaiian Escape - Sleeps 4
Welcome to your tropical paradise! Nestled on 26 acres of lush, oceanfront property, this 1-bedroom unit at Westin Kaanapali Ocean Resort Villas offers stunning views of the Pacific and the neighboring islands of Lana'i and Moloka'i. Ideal for couples or small families,...
Hawaiian Luxury Villa – Tranquil Elegance at Mauna Kea Resort
Summary:Experience the pinnacle of Hawaiian luxury in this stunning 3-bedroom, 3.5-bath retreat, nestled within the prestigious gated community of Kauna'oa at Mauna Kea Resort. Just a short walk to the beach, this exquisite pod-style home offers seamless indoor-outdoor...
Keauhou Punahele D-102 Ground Floor, Gorgeous Remodel, Incredibly Spacious
Keauhou Punahele D-102 – Remodeled Ground Floor Retreat in Kona’s Premier Coastal CommunityWelcome to Keauhou Punahele D-102, your perfect Hawaiian getaway nestled in the heart of Kailua Kona. This beautifully remodeled ground floor condo offers modern island living...
Cool cottage with AC in Keaau
Escape to a delightful 2-bedroom cottage in Keaau. This lovely retreat features 1 queen bed, 1 sofa bed, and a cozy office space with a crib. Guests can relax in the charming living area or unwind in the modern bathroom with a shower. With amenities like AC, heating,...
Westside Magic 3bed 2 bath house in terrific westside of oahu!
Experience the paradise of Hawaii’s West Side! Just half a block from the beach, this home offers stunning ocean views. Relax on the lanai and take in the beautiful shades of blue, turquoise, and green that only Hawaii’s waters can provide. Dolphins can be spotted...
Dlx 1BR Beachfront Maui Condo..Kihei/South Shore. AC.nStunning Ocean Views!
Aloha: Welcome to your own 1Br oceanfront Maui condo rental, ideally located on the sunny South Shore/Kihei...just steps to the sand! Enjoy stunning ocean views from your own private lanai/balcony, while listening to the sound of the surf! Appointed in a hawaiian-...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- Spacious 473 square foot lanai- Bedroom with 1 king bed and master bathroom with shower/tub combo- Queen sofa bed in sunken living...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
2 Bedroom Villa at the Westin Nanea Ka'anapali
Located on 16 acres of Maui's famous North Kā'anapali Beach, The Westin Nanea Ocean Ocean Villas puts you at the center Maui’s fun filled local activities and events as well a variety of world-class amenities right outside your villa door.
Wailea Ekolu Village | 1203
Wailea Ekolu Village condo #1203 is an exquisite one-bedroom, two-bathroom ocean view retreat designed for discerning travelers seeking the best of Wailea. This sanctuary offers a seamless indoor-outdoor living experience, allowing guests to enjoy breathtaking panoramic...
Kapalua Ridge Villa 212, spacious with ocean views.
Escape to paradise at Kapalua Ridge Villa 212, where Ocean views, spacious interiors, and refined island touches come together to create the perfect Maui getaway. Located within the prestigious Kapalua Resort community, this 2-bedroom, 3-bath villa comfortably...
LS 512 Getaway Studio by the Beach Pool Hot Tub
Lahaina Shores 512 Relax in this Remodeled Studio at the Beach with Majestic West Maui Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Kamaole Sands - Deep Lanai with Inner Courtyard and Ocean Views!
Discover paradise in this stunning condo at Kamaole Sands, Building 10, with some of the best ocean, fountain, and garden views in the complex. Relax on the spacious private lanai with a tropical ceiling fan, perfect for savoring Maui's breathtaking sunsets.The modern...
Kaanapali Maui Eldorado J204 Garden View 1 BD
- 2nd floor condo with balcony - Tile throughout unit- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 queen beds- Queen sofa sleeper in living room- 1200 square feet / 112 square meters-...
Bungalow 10 at Kukui‘ula – Kauai Luxury with Spa, Golf & Organic Farm
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui’ula on Kaua’i, offering privileged access to the esteemed amenities of The Club at Kukui’ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf...
Kaanapali Maui Eldorado Partial Ocean 1 Bedroom
Partial Ocean View 1 Bedroom- Full kitchen includes refridgerator, stove/oven, microwave, dishwasher, cookware, tableware- 1 king bed or 2 queen beds- Queen sofa sleeper in living room- 1200 sqft / 111 sqm- Bathroom with walk-in tile shower- Air conditioning-...
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer,...
Mauna Lani Point | E106
Mauna Lani Point #E106 will check all your boxes when it comes to staying in the perfect vacation condo on Hawaii’s Big Island. This two-bedroom residence enjoys views of both the ocean and Mauna Lani Golf Course. Lounge on your private ground floor lanai and look for...
Sheraton Kaua‘i Resort Villas | Two-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
KP13-Beachfront-WD-Pool -Sunsets-2nd Floor
Unit #13 is a beautifully situated, top-floor located in Building 3 of Kiahuna Plantation Resort in Poipu. This unit offers a private retreat with ocean views, making it an ideal choice. This condo does not have AC at this time but we also own #9 with AC.Guests have...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
Royal Kahana Maui 807 Ocean View 1 Bedroom
- 8th floor condo with lanai- Ceramic tile flooring in living room, dining room, bathroom; carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
POIPU SHORES OHANA AT KOLOA KAI RENTALSOceanfront Luxury for Your Hawaiian GetawayWelcome to Poipu Shores Ohana, where two beautiful condos, 101A and 102A, come together to provide the ultimate vacation experience. Nestled along the stunning southern coast of Kauai,...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
- Ground floor condo with lanai opening onto an oceanfront lawn- Kitchen has granite countertops and includes full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen...
Get Ready for Your Honolulu Adventure! Restaurants, Pool, Bars, Pets Allowed!
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
The Westin Kaanapali Ocean Villas Resort & Spa!
Beautifully appointed studio, one-bedroom and two-bedroom villas feature fully furnished kitchens, signature Heavenly Beds, Heavenly Baths with a separate whirlpool bath and shower, inu2013room washer and dryer, and everything you need to cast your cares away. Luxury...
KBM Resorts | FREE CAR | Honua Kai Konea | Spacious 2-Bedroom Condo & Perfect for Families! HKK-820
Stylish 2-bedroom corner suite at Honua Kai with mountain views, spacious balcony, gourmet kitchen, and luxury baths-ideal for families or groups seeking comfort, style, and resort fun in Maui.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television•...
Keauhou Garden - Ocean view - Wifi - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect...
Where You Come To Get Away From It ALL
Get ready to relax in this 1-bedroom condo in Maunaloa. The bedroom features a cozy king bed, perfect for a good night's sleep. This enchanting property offers a washing machine, iron, hair dryer, and WiFi for your convenience. You're sure to make fantastic memories...
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
NEW Listing! Walk to Waikiki Beach, fully furnished, parking included!
Enjoy cool island trade breezes in a conveniently located Waikiki apartment. Views of the harbor and gorgeous blue ocean, just Minutes to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Dedicated Parking included in the price, Pool, BBQ,...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...