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.
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
Hilton Maui Bay 20% DISCOUNT 2-bedroom Nov 22 to Nov 29 2025 Sleeps 6
FULL RESORT ACCESSSLEEPS 6IMPORTANT TAX NOTE: Rentals are subject to an additional occupancy tax that is due at check-out. The fee is approximately $40/night for this two-bedroom unit and is additional to any tax paid through VRBO platform.AVAILABLE: Nov 22 thru Nov 29...
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily Housekeeping
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily HousekeepingThis desirable corner 3 bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean, Haleakala on Maui Island, Jack Nicklaus Golf Course from both upper and lower...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
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...
New Listing! 3 bed AC POOL GYM IN SUNNY POIPU
Welcome to Pili Mai 8A, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this single-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style...
Fabulous condo with 2 lanais, pools, hot tubs, tennis & gym - near beach
Waikoloa Colony Villas 1004Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own piece of paradise at this stunning two-story villa located in the prestigious Waikoloa...
Deluxe oceanfront studio with A/C
Noelani 217 is a tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio features A/C, a fully equipped kitchen with plenty of counter space, a comfortable queen bed, and a walk-in shower. There is a shared laundry facility...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Napili Ridge condo in a great location with patio, pool & grill access
Napili Ridge C3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at this Serene Maui BungalowTucked away near the end of a quiet street, this peaceful ground-floor...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you...
Luxury Private Villa - 180° Sunset Views - 3 Acres
Enjoy the best sunset views on the island from the pool, hot tub, or lanai. Located in the highly coveted Makalei Estates and standing on 3.11 acres of botanical bounty and gardens, this home has everything you could possibly desire: privacy, peacefulness, and luxury.A...
Two Oceanfront Stay with Infinity Pool | Ideal For Family Getaway
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 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each...
Royal Kahana Maui Ocean View 1 Bedroom
Ocean View 1 Bedroom- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Bedroom with 1 king bed or 1 queen bed- Single sofa bed in living area- 777 square...
Waikiki Surfer's Paradise! Classy Studio w/Parking
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...
Luxury Townhouse Suite at Ko Olina lagoon beach this is The Coconut
The Coconut Plantation is a highly desirable resort community in Ko Olina. The closer proximity to the lagoon beaches and not to mention Country Store and eateries!This Executive style townhouse is a rare ground floor unit. Fully upgraded interior with newly appointed...
Ocean Front House. 3100 SF, 4 bd/4bath. Huge Lani. Marine life galore. Sunsets.
Unwind in Waimea at this adorable house. With 4 beds, 4 bathrooms featuring a bidet and shower, guests can freshen up after a day of exploring. Plus, there's a loft with 2 twin beds for extra comfort. Literally steps to the ocean. Snorkeling, Scuba Diving. Turtles,...
Waipouli Beach Resort Oceanfront Royal 2 BD 3 BA
Soak in unobstructed ocean views from this upscale two-bedroom condo perched right on the water. With thoughtful touches throughout, it’s perfect for travelers looking for a touch of luxury in paradise.Oceanfront Royal 2 Bedroom 3 Bathroom• Kitchen features granite...
Comfort and Relaxation! Charming 2 Bedroom with 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...
NEWLY LISTED: Secluded Tree House Hideaway 2-bedroom duplex in Honolulu!
Secluded Hideaway in the Woods - Private, Peaceful DuplexDescription:Welcome to your Tree House, a magical retreat nestled in the lush forests of Oahu, Hawaii. This newly renovated unique home offers a secluded escape into nature with all the modern comforts you...
Kona Sunset View Getaway
Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona's best restaurants and incredible sunset views. It provides easy access to...
CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio
Summary:CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio• Size: 711 - 881• Kitchen: Partial• Baths: 1• Accommodates: 4 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1Room Amenities• Hairdryer• In Room Safe• Washer/Dryer In Unit• Broadband...
Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!
Step into a world of relaxation, surrounded by swaying palm trees and vibrant hibiscus blooms. Your spacious suite features a full kitchen, separate living room, and private lanai. Refresh yourself in our sparkling outdoor pools, perfect for relaxation or family fun....
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
In the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen...
Hale Kaimana Breeze by Gather: 3BR Oceanfront Escape w/ Stunning Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
153-1 Relaxing Puamana 2BR + Loft | Steps to Shoreline
Welcome to Puamana 153-1, a two-bedroom + loft townhome in the tranquil, gated Puamana community just south of Lahaina. Set on 30 private oceanfront acres, Puamana offers a peaceful alternative to high-rise resorts—just steps from the shoreline and perfectly located...
COMPLETELY REMODELED-BREATHTAKING OCEAN VIEWS & SUNSETS-LUXURY FINISHES-AC
Book With Confidence, This Stunning, Newly Remodeled 1 Bedroom, 1 Bathroom Condo At Kamaole Beach Royale. This Condo Is Managed By PMI Maui, A Local Real Estate Brokerage That Specializes In Vacation Rentals. We Are Located Within A Mile Of The Resort And Available...
Island Colony 1-Bedroom Suite with full Kitchen and City View
Waikiki Serenity in the Heart of Honolulu at Island Colony Apartment 1520Welcome to your tropical retreat at Island Colony Apartment 1520, a 1-bedroom suite with a full kitchen and city view. Located in the heart of Waikiki at 445 Seaside Ave #1520, Honolulu, HI 96815,...
Hale Malie – South Kauai Villa with Ocean Views
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call our reservations team to discuss options.Feel a sense of serenity wash over you the moment you step inside your Hale Malie...
Hainoa Villa 2903B
Extensively renovated, this contemporary 2 bedroom, 2 bath single-level upper corner floor villa is the perfect blend of luxury and sweeping ocean views. A spacious primary suite also features majestic ocean views overlooking the entire resort and is complete with a...
Welcome to magnificent views of Diamond Head, Ala Moana Beach!
Located in Honolulu, this 2-bedroom, 2-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 13 minutes by foot from Ala Moana Beach Park and 12 minutes from Magic Island. Ala Moana Center is an easy 9-minute walk away and Hawaii...
Papakea Resort - Beautiful Ocean Views! 1 BR w/AC
Enjoy stunning sunsets and whale watching at this centrally-located condo. Centrally located in West Maui, this beautiful condo is ocean front! The living room includes a queen sleeper sofa, with a king bed in the cozy bedroom. Located close to world-class beaches,...
Waiulu Villa at Hualalai Resort: Modern 3BR Villa w/ Lanai, Golf Carts & Pool Ac
September 15 – Mid-November, 2025The Hualalai Resort Spa will be undergoing enhancements to the outdoor aqua-thermal areas of both the men’s and women’s locker rooms. During this time, massage, body, and facial treatments will be temporarily relocated to the...
2 Oceanfront units in Kona Bali Kai, with AC - Sleeps 12, 4 bedrooms in total.
This is a combination of 2 separate units that's close from one another. First unit, 3rd floor:Unwind on your private lanai while taking in stunning ocean views, exciting surf action, and unforgettable sunsets.The kitchen comes fully equipped with everything you need to...
Honua Kai Konea 701 Ocean View Penthouse 3 Bedroom
Konea 701 Piilani Penthouse Suite 3 Bedroom- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation - 1 king bed in Master Bedroom - 1 king bed in Second Bedroom - 1 queen bed and bunk bed in third bedroom - 2,300 Sq. Ft.- -...
Marriott Ko Olina Beach Club Ocean Front resort 2 Bedroom Villa.
Great for families! Enjoy a luxurious stay for a fraction of the cost. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had booked directly...
Kaanapali Alii | 485
Because Kaanapali Alii 485 is a corner unit, half of the walls that make up the living room, kitchen, and dining room are covered with floor-to-ceiling windows or transparent sliding doors. Enjoy constant views of the West Maui Mountains, manicured Kaanapali golf...
Ocean Views & ac Golf 19T4 - March Deal Was $295 Now $180
Enjoy the inherent richness of beauty and culture that embellishes what we know today as the Kapalua Resort. From snorkeling with sea turtles in pristine waters on white sandy beaches, or spending your days soaking up the beautiful views while golfing at one of...
Stylish Apt with Amazing Views
Kick back and relax in the calm, stylish space. The Aloha Vibes apt was created to recharge your energy from the outside world. The perfect set up for remote workers or vacationers. Start your day sipping your coffee and watching the sunrise and gorgeous view from the...
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 3-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. With 2 king beds, 1 queen sofa bed, a fold out bunk bed, extra large living room, and one of the largest condo...
Waipouli Beach Resort Partial Ocean 1 BD 2 BA
Relax in this light-filled one-bedroom condo with lovely partial ocean views. Perfect for two, it features a fully equipped kitchen, cozy living area, and lanai that’s perfect for enjoying the coastal breeze.Partial Ocean View 1 Bedroom 2 Bathroom• Kitchen features...
Maui Resort Rentals: Honua Kai – 8 Total Bedrooms, Groundfloor Residences, Over 4600 Combined Sq. Ft., Large Lawn Areas, Steps to Pools/Beach/B.B.Q.s!
This remarkable offering combines 4 neighboring ground floor residences at the luxurious Honua Kai Resort to create a perfect retreat for large families and groups. Enjoy the space of a luxury home with all the advantages of resort living.Boasting a combined 4600 sq ft...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms w/ Beautiful Ocean & Lush West Maui Mountain Views!
This impressive 4BR offering combines two adjacent Mountainview residences with a neighboring partial oceanview studio, creating the perfect gathering place for larger groups or families—all at an excellent value!Overlooking the Konea Towers' beautiful courtyard,...
Ala Moana Hotel by Sandra Ocean view and balcony BEST RATE
The hotel unit is located within Ala Moana Hotel and next to the Ala Moana Center, the world's largest shopping mall. There is a skybridge that connect the hotel with the mall. Resort fees are separate ($25/day) and are paid directly to the hotel. The Ala Moana Condo...
Maui Kamaole #C-203 - Remodeled Upstairs Retreat with AC and Resort Pools!
Maui Kamaole #C-203Maui Kamaole #C-203 is a beautifully remodeled two-bedroom, two-bathroom upstairs unit offering a peaceful setting, modern comfort, and a fantastic location near some of South Kihei’s best beaches. This updated condo features island-inspired décor,...
Amazing & Modern Honolulu Haven, Renovated w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Free tandem stall allowed park two cars. Pets friendly there is a...
Oceanside Kihei Condo | Steps to Beach | AC
Welcome to your perfect Kihei retreat! This beautiful 1-bedroom, 1-bathroom condo at Kihei Kai Nani offers an ideal location just steps from world-famous Kamaole Beach II. The spacious interior features cool ocean blue décor throughout, with a comfortable queen bed in...
Kihei Kai Nani ~ Building 6 Dream Location
Come to this Premier newly remodeled unit at the Kihei Kai Nani. Known for our desirable, ground floor unit. This unit has everything to make this your best vacation yet. Take in the tropical garden and pool view from this 2 bed, 1 bath unit with split AC. The King size...
The Secret Manor - artFULL living in Kona Coffee Country
Live like a local on this 5 acre secret estate that can sleep 20 with hot tub in Kona on the Orchid Isle of Hawaii. Designed by architect Skip Goodell. Great for creative retreats & family groups : be close but not TOO close to town or travel companions. Original...
Fabulous 8 bedrooms for 16 Poipu Kai. Steps to beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 16 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards to Poipu and Shipwreck Beach! Paved walkway from your door to the beaches! Only a...
Penthouse Ocean Views 2bed 2bath 1 pking 5 min Walk to Beach Spacious 1000 sqft
Located in Honolulu, enjoy what this 2-bedroom condo has to offer. With a king bed, a full bed, and a spacious living room with a sofa bed, guests will feel right at home. This marvelous property also features AC, a fitness room, and 2 bathrooms with a hair dryer....